(a)
Interpretation: The product formed when the given compound undergoes thermal electrocyclic ring opening or ring closure is to be predicted. The given process is to be labeled as conrotatory or disrotatory. The stereochemistry around tetrahedral stereogenic centers and double bonds is to be indicated.
Concept introduction: Electrocyclic reactions involve the conversion of
Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the
(b)
Interpretation: The product formed when the given compound undergoes thermal electrocyclic ring opening or ring closure is to be predicted. The given process is to be labeled as conrotatory or disrotatory. The stereochemistry around tetrahedral stereogenic centers and double bonds is to be indicated.
Concept introduction: Electrocyclic reactions involve the conversion of
Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.
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ORGANIC CHEMISTRY SOLUTION MANUAL
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- Provide the missing starting material, reactant or product. Show appropriate stereochemistry. a) b)arrow_forwardAddition of HCl to alkene X forms two alkyl halides Y and Z. Explain why addition of HCl occurs at the indicated C=C (called anexocyclic double bond), rather than the other C=C (called anendocyclic double bond).arrow_forwardSulfur ylides, like the phosphorus ylides, are usefulintermediates in organic synthesis. Methyl trans-chrysanthemate, anintermediate in the synthesis of the insecticide pyrethrin I,can be prepared from diene A and a sulfur ylide. Draw a stepwisemechanism for this reaction.arrow_forward
- Draw a stepwise mechanism and all stereoisomers formed following reaction.arrow_forwardDraw a stepwise mechanism for the following isomerization.arrow_forwardOne step in the synthesis of the nonsteroidal anti-inflammatory drug rofecoxib (trade name Vioxx) involves Suzuki coupling of A and B. What product is formed in this reaction?arrow_forward
- Dimethyl cyclopropanes can be prepared by the reaction of an α,β-unsaturated carbonyl compound X with two equivalents of a Wittig reagent Y. Draw a stepwise mechanism for this reaction.arrow_forwardDraw a stepwise mechanism for the following reaction, a key step in the synthesis of vernakalant, a drug approved in Europe in 2010 for the treatment of atrial fibrillation. Pure B was separated from a mixture of diastereomers. Your mechanism must explain the trans stereochemistry of the two substituents on the six-membered ring.arrow_forwardDraw all stereoisomers formed in each reaction.arrow_forward
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